The Jay Hill Podcast

The crew talks through everything from house parties, Atlanta traffic, hosting events, DJ chemistry, and professionalism, to relationships, first arguments, emotional maturity, and what it really means to understand somebody instead of just wanting to be understood. Along the way, the conversation opens up into bigger topics like inclusion, internalized homophobia, representation in media, embarrassment, starting over, and how people grow through discomfort.

Later in the episode, the conversation takes a sharp turn into language, cultural ownership, and the controversy around Jack Harlow’s album title Ma’Nicca. That opens the door to a bigger debate about Black...

Baltimore Mayor Brandon Scott joins the Jay Hill Podcast for an open and honest conversation about leadership, criticism, and the real challenges facing the city of Baltimore.

In this interview, Mayor Scott addresses the allegations surrounding the misuse of city funds and explains what actually happened behind the headlines. He also speaks candidly about everyday issues Baltimore residents care about — including potholes, infrastructure, and the responsibility of leading a city that is constantly under national scrutiny.

The conversation also dives into his public back-and-forth with Donald Trump, the pressure that comes with being a young Bl...

Most entrepreneurs think if their business is making money, they should automatically qualify for funding. But that’s not how the system works.

In this conversation, financial strategist Rosie Thomas breaks down why banks and lenders often say no — even when a business appears profitable on the surface.

We talk about the real reasons entrepreneurs struggle to secure funding, how your financials are supposed to tell a story, and why bookkeeping, tax strategy, and proper financial structure matter more than most people realize.

Rosie also explains the difference between simply making money and buil...

In this episode, he opens up about turning down traditional label structures, protecting his ownership, and why freedom was never negotiable — even while working with Roc Nation.

We talk about what independence really means in today’s music industry. Not “doing it alone,” but building real infrastructure, owning your masters and publishing, and creating leverage before signing anything.

LaRussell breaks down:

Why he said no to deals that didn’t align

What “non-exclusive” really means

How ownership changes your negotiating power

Why numbers don’t always reflect real life

...

Jay Jay has been moving fast — viral skits, rapid growth, and real conversations behind the scenes of comedy and content creation.

In this episode of The Jay Hill Podcast, Jay Jay breaks down how his skits started gaining traction, what really happens once the motion starts, and why collaboration in comedy isn’t as easy as people think. He opens up about creator politics, egos, and the unspoken tension that comes with success — including addressing his beef with Finesse 2x and how situations like that change how you move.

This conversation isn’t about pretending everythi...

A lot of people are making money.

Very few are actually building wealth.

In this episode, Jay Hill sits down with Marvin for a deep, honest conversation about what separates income from true financial freedom — and why earning more doesn’t automatically fix broken strategy.

This isn’t about hype, shortcuts, or get-rich-quick schemes.

It’s about structure, discipline, positioning, and using money intentionally instead of emotionally.

Marvin breaks down:

In this episode, Jay Hill sits down with S3nsi Molly for an honest, unfiltered conversation about what really happens afterthe label, after the expectations, and after people think you’ve “made it.”

This isn’t a highlight reel.

It’s a real discussion about pressure, independence, faith, grief, comparison, and staying grounded while building your own path.

S3nsi Molly opens up about:

In this episode, Jay Hill sits down with Chris Simon, a Baltimore-born entrepreneur and operator, to talk about what most motivated people never get taught: the rules of the game.

This isn’t about hype.

It’s not about quick money or shortcuts.

It’s about structure, exposure, relationships, and learning how to think like an owner — especially when you come from environments where hustle is praised but systems are never explained.

Chris breaks down how he went from creative hustles to building real businesses by learning:

how money actually...

In this episode, Jay Hill sits down with JD, an entrepreneur who went from survival mode to ownership by changing his mindset, getting in the right rooms, and building real systems — not chasing shortcuts.

This isn’t hype.

This isn’t “get rich quick.”

This is an honest conversation about discipline, faith, proximity, and creating options when you feel stuck.

We talk about:

• What to do when you feel motivated but directionless

• Why most people stay stuck even when opportunities exist

• How proximity to the right people can...

Most people think they’re broke because they don’t make enough money.

The truth? Many are losing money before it ever reaches their bank account.

In this episode, Jay Hill sits down with Michel “Money Makin’ Mitch”, a Certified Public Accountant (CPA) and tax strategist, to break down why so many people — especially entrepreneurs and creators — are unknowingly overpaying the IRS.

This isn’t about shortcuts or “tax hacks.”

It’s about understanding how the tax system actually works — and why it was designed to reward people who learn the rules.

We cover:<...

Before acting, before Power Book IV: Force, before the cameras and recognition—Isaac was chasing the NFL. And when that dream ended, he didn’t just lose a career… he lost a sense of who he was.

In this powerful conversation, Isaac opens up about what really happens when success is taken from you, how losing football forced him to confront shame, ego, and identity, and how acting ultimately became the unexpected path that saved him. He shares the reality of going from professional sports to rock bottom, navigating faith during moments of doubt, and learning how to rebu...

Akea J is one of the rawest, realest voices in comedy today — but the journey behind that honesty has been painful, complicated, and expensive. In this powerful and unfiltered conversation, she sits down with Jay Hill to reveal the truth about what it really takes to survive and succeed as a Black woman in a male-dominated comedy industry.

For the first time, Akea opens up about the battles she fought behind the scenes: being silenced, being overlooked, being mistreated, being blamed for things she didn’t do, and even being sexually assaulted in spaces where she was supposed...

From the outside, Baltimore Bella looked like confidence, beauty, and strength — but behind the viral moments and the personality the city thought it knew was a woman fighting battles nobody ever saw. In this powerful and vulnerable episode, Bella sits down with Jay Hill to share the full story behind her childhood, her relationships, the heartbreaks that changed her, and the healing that’s shaping the woman she’s becoming today.

Bella opens up about growing up too fast, surviving environments that forced her into responsibility long before she was ready, and the emotional weight...

What do you do when your car gets repo’d, your bank account is in the negative, your business fails, and you’re sleeping in bunk beds with your family… after believing you were on the way up?

Most people break.

Richard Gilbau built a monster.

In this emotional and brutally honest interview, Richard opens up about hitting absolute rock bottom — eviction court, repo, losing his job, moving his wife and kids into his in-laws’ home — and how that pressure turned him into the entrepreneur he is today.

But this isn’t just a comeb...

When Hellcat Hot went viral, TMC became one of the fastest-rising young artists in Baltimore. Overnight, he had the attention, the momentum, and the talent to take over the city. But behind the scenes, something else was happening — something he never fully opened up about until now.

In this raw and vulnerable conversation, TMC The Don sits down with Jay Hill to share how signing a label deal early in his career changed everything. What looked like a breakthrough became a setback: delays, restrictions, loss of control, and a three-year period where he couldn’t release music at all. Fo...

For years, DJ Flow has been the engine behind some of the biggest stages, the biggest moments, and the biggest movements—yet somehow, one of the most overlooked.

In this raw, honest conversation, Flow sits down with Jay Hill to reveal how hate, doubt, and being underestimated didn’t destroy him… it transformed him.

From basement parties to touring with major artists, from promoting flyers on the yard to becoming one of the most electrifying DJs of his generation, Flow opens up about the mindset, the pain, and the hunger that turned him in...

When life fell apart, Zoe Spencer didn’t break — she transformed.

In this powerful episode, Zoe sits down with Jay Hill to reveal how losing her relationship, losing both her jobs, and hitting rock bottom became the moment that made her fearless, focused, and truly unstoppable.

Zoe opens up about the pressure to change who she is for the internet, the labels thrown at her (“loud,” “obnoxious,” “doing too much”), and why she refuses to dim her personality to make people comfortable. From going viral to stepping into acting, from navigating hate comments to finding her lane in streaming...

In this powerful episode, DJ Quicksilva — one of the most respected voices in radio and nightlife — sits down with Jay Hill to deliver real game about relevance, branding, and longevity in a changing industry.

From being mocked when he first came to D.C. to becoming one of the biggest names in radio, Quicksilva opens up about the truth behind gatekeeping, how he built his brand bigger than any station, and what it really takes to stay undeniable when the game keeps changing.

He breaks down the difference between valu...

In this episode, Prince Ali, a first-generation entrepreneur from Senegal, sits down with Jay Hill to reveal how he turned a 640 credit score into a seven-figure business. Ali breaks down how he went from door-to-door sales to building a funding empire that teaches people to escape the rat race and build generational wealth — all through credit, mentorship, and discipline.

From learning Spanish to close more sales, to watching his mom use his credit score so the family could qualify for a home, this conversation is full of real stories, practical lessons, and powerful game th...

They love the chaos—but they never ask what it costs.”

In this raw and unfiltered episode of The Jay Hill Podcast, Diamond The Body opens up like never before about the real price of fame, the reality behind Baddies, and the personal battles that came before the cameras ever rolled.

From stripping at sixteen to becoming one of the most recognizable faces in reality TV, Diamond reveals how she turned pain into power—while still fighting to be seen beyond the headlines and stereotypes.

Jay...

Everybody wants freedom—but nobody wants the discipline that comes with it.”

In this unfiltered episode of The Jay Hill Podcast, Smitty Da Goat sits down with Jay Hill for a brutally honest conversation about money, mindset, mentorship, and the reality of building separation in 2025.

Smitty breaks down what financial freedom really looks like—beyond flexing, followers, or fake gurus. He shares how betrayal from mentors taught him to trust his own blueprint, why most people mistake visibility for value, and what it truly takes to separate yourself in a copy...

In this powerful episode of The Jay Hill Podcast, Chicago’s own Dreezy opens up like never before. From navigating the pressures of the music industry machine to enduring heartbreak in the public eye, she reveals the hard truths behind stepping away from the spotlight—and the courage it took to return.

Dreezy talks candidly about:

In this powerful episode, Troy Millings and Rashad Bilal of Earn Your Leisure sit down with Jay Hill for a raw, unfiltered conversation about what it really takes to build one of the most influential financial literacy platforms in the world.

This is more than a business success story—it’s about sacrifice, setbacks, and the unshakable vision that’s driving a legacy for generations to come.

From the early days of recording in small studios to creating a global brand that inspires millions, Troy and Rashad open up about...

In one of his most raw and revealing interviews yet, Algee Smith sits down with Jay Hill to open up about the spiritual toll of Hollywood, the pressure to perform, and what it took to finally reclaim his peace.

From breakout roles in Euphoria, Detroit, and The New Edition Story to battling depression behind the scenes, Algee shares the internal war between fame and faith—and why he chose to walk away from the spotlight to find himself again.

This isn’t a conversation about the industry—it’s about id...

In this vulnerable and reflective episode, Corey SSG sits down with Jay Hill to unpack the internal battles so many men never speak about. From ego and isolation to fatherhood and faith, Corey opens up about what it truly takes to outgrow who you were—and intentionally become who you’re meant to be.

This isn’t a conversation about perfection. It’s about progress.

It’s about choosing peace over performance. Purpose over popularity.

🔥 Why “being outside” was a mask for deeper pain

🧠 The emotional cost of ou...

🔥 “I was preparing for my mom to die… and still showing up for work.” 🔥

In this raw and powerful episode, media personality and entrepreneur Loren Lorosa joins Jay Hill for an honest conversation about what it really takes to succeed in the spotlight—and what it costs you behind the scenes.

From her mother’s stage 4 cancer diagnosis to carving out her place on The Breakfast Club, Loren opens up about how fame, family, and identity collided—forcing her to confront her limits, protect her voice, and reclaim her power.

💔 Balancing her mother’s illness while still showing up...

I had everything I ever wanted… and still felt empty.”

In this raw and soul-searching episode, international artist Gashi sits down with Jay Hill to share the untold truth behind his success — and the emotional collapse that followed it.

Born in Kosovo, raised in Brooklyn, and catapulted to fame through music, Gashi opens up about the emotional toll of chasing acceptance, the identity crisis of being caught between two worlds, and the devastating loss of his father — the man who sacrificed everything for his future.

🎭 Why the spotlight left him feeling more alone than ever

🏃‍♂...

In this powerful and personal conversation, DDG sits down with Jay Hill to reflect on the journey from being underestimated as a YouTuber to evolving into a respected artist, businessman, and father.

This isn’t about flexing success. It’s about the pressure of expectations, the sting of being boxed in, and the constant fight to evolve beyond the internet’s perception.

For the first time, DDG opens up about:

In this revealing and introspective episode of The Jay Hill Podcast, K Camp returns to talk candidly about his journey of falling out of favor in the music industry, reclaiming his power as an independent artist, and staying grounded through personal evolution.

K Camp shares how, even after creating hit records, the industry made him feel invisible—and how opening his own studio and starting Rare Sound allowed him to finally embrace his worth. He discusses the pressures of being “hot” in a fast-moving industry and what it means to truly feel like "him."

<...

🔥 "Every day, I have to remind myself—this temptation is temporary, but my purpose is eternal." 🔥

In this raw and deeply introspective conversation, Rotimi opens up about the constant battle between fame, temptation, and faith—and what it truly means to choose purpose over pleasure.

🎭 The cost of fame & why success nearly pulled him away from God

🧠 How he overcame temptation, partying & distractions to focus on his purpose

❤️ How fatherhood & marriage changed his perspective on love & discipline

🎶 Why music means more to him than acting & the industry’s obsession with clout

🙏 His biggest chall...

In this deeply personal and unfiltered conversation, Dr. Jamal Bryant sits down with Jay Hill to talk about the cost of leadership, surviving public scandal, and his fight for Black economic power.

For the first time, he opens up about his biggest regrets, lessons from past mistakes, and what it truly means to rebuild after failure.

💔 Falling from grace – what infidelity cost him & how he found redemption

🧠 The mental & spiritual battle of leadership – staying grounded when the world is watching

🚩 The truth about ambition – when success becomes an addiction

💰 His Target boycott & why Blac...

In this deeply raw and unfiltered conversation, Jenise Hart opens up like never before—about surviving a childhood shaped by addiction, escaping the sex industry, and her journey toward self-love and purpose.

💔 Growing up with drug-addicted parents & the trauma of emotional neglect

🚩 How she fell into sex work at 15 & why she decided to leave it behind

🧠 Struggling with depression, survival mode & learning to heal from within

🎭 Reinventing herself—why she’s leaving adult content & stepping into comedy

❤️ What she wants in love, relationships, and her biggest lesson about self-worth

Jenise Hart’s story is one...

In this rare and unfiltered conversation, Gervonta "Tank" Davis sits down with Jay Hill to set the record straight on his boxing career, personal struggles, and what might come next.

🥊 Is he really avoiding top fighters? Tank breaks down the truth behind his fight choices and why people have it wrong.

💥 His fallout with Floyd Mayweather—what really happened, why they stopped working together, and how it changed him.

🎭 Jake Paul? Devin Haney? Shakur Stevenson? Tank responds to the callouts and explains what’s next.

💔 Losing friends to betrayal—Tank opens up about the people who switch...

In this exclusive conversation, Kita Rose opens up about her fallout with Ace Metaphor, the dark side of ‘Tonight’s Conversation’, and how she’s reclaiming her power, purpose, and peace.

💔 Why she walked away from ‘Tonight’s Conversation’ & the truth about working with Ace Metaphor

🚩 The toxic work culture no one talks about—and how she fought back

🧠 Mental health, manipulation, and learning when to leave a bad situation

🎙️ How she’s rebuilding, healing, and speaking her truth—on her own terms

This is Kita Rose like you’ve never seen her before—raw, unfiltered, and...

What happens when everything you thought you wanted… suddenly isn’t enough?

Lee Vasi had it all—starring in Broadway’s The Lion King at just 9 years old, following a path that seemed destined for success. But behind the bright lights and standing ovations, she struggled with a deeper question: Is this really what I’m meant to do?

In this powerful conversation, Lee Vasi opens up about:

🔥 Walking away from Broadway and trusting a higher calling

🎤 Why she left mainstream music to create faith-based R&B

🙏 How faith, identity, and self-worth sha...

In this debut episode of We'll Name This Podcast Later "Finding Purpose", Jay Hill and Alexander Blanc dive deep into personal growth, accountability, and the challenges of navigating adulthood. From their experiences as parents and role models to reflections on the importance of grace, they explore the complexities of adult life and the lessons learned along the way.

Join them as they discuss the ups and downs of building a brand, handling criticism, and overcoming the struggles of everyday life. Jay and Alexander share their personal stories about growth, self-forgiveness, and the tough conversations that come with m...

In this insightful episode of the Jay Hill Podcast, Tariq Collins (Dr. Blaq Wealth) breaks down powerful tax strategies that can save you thousands! From understanding the differences between LLCs, S-Corps, and C-Corps to the importance of having a tax planner, Tariq offers practical advice for entrepreneurs looking to maximize profits and minimize tax liabilities. He also dives into the role of bookkeeping, scaling your business, and how smart financial planning can take your business to the next level.

Tariq’s wealth of knowledge as a tax strategist and wealth coach makes this episode a must-watch for any busin...

In this powerful episode of the Jay Hill Podcast, Stedman Waiters opens up about his journey from corporate America to successful entrepreneurship. He shares how a $25K mentorship investment completely changed his life, giving him the tools to leverage credit and build a thriving business. From overcoming the challenges of working a 9-5 job to scaling his business with smart financial strategies, Stedman reveals the key lessons that transformed his path to success.

Stedman also discusses how mentorship, discipline, and financial education are crucial for anyone looking to break free from the corporate grind and take control of...

In this episode of the Jay Hill Podcast, we sit down with the inspiring and talented Bella Blaq, who shares her journey of breaking into the entertainment industry while balancing life as a single mother of three. From landing a co-star role on the hit series P-Valley to building her career as an independent artist, Bella proves that resilience and innovation can open doors. 🌟

Bella discusses:

How she broke into acting with her role on P-Valley and the risks she took to make it happen

Her innovative app...

In this heartfelt episode of the Jay Hill Podcast, we sit down with the multi-talented Janae Music, who opens up about the challenges of being an independent artist while balancing the demands of motherhood and navigating the world of dating. 🎤💕

Janae shares her journey of raising her son while pursuing her dreams in music, shedding light on the sacrifices, resilience, and unwavering dedication it takes to thrive as a single mom and artist. From the emotional toll of being apart from her child to the joys of watching him support her career, Janae’s story is one of determinat...